phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Base Information

• Chemical Name: phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside
• CAS No.: 945634-62-8
• Molecular Formula: C₃₂H₄₁N₃O₄SeSi
• Molecular Weight: 638.741
• Mol file: 945634-62-8.mol

Synonyms:phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Chemical Property of phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

There total 3 articles about phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.9%

benzyl bromide (100-39-0) + phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (282736-07-6) → phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (945634-62-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo070629l

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (945634-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.8 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2: 84.9 percent / sodium hydride / dimethylformamide; various solvent(s) / 0 - 20 °C

With dmap; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo070629l

Reference yield:

phenyl 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside (862851-12-5) → phenyl 2-azido-2-deoxy-3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside (945634-62-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 93.8 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2: 84.9 percent / sodium hydride / dimethylformamide; various solvent(s) / 0 - 20 °C

With dmap; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo070629l

upstream raw materials:

benzyl bromide

phenyl 2-azido-2-deoxy-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-α-D-galactopyranoside

tert-butyldimethylsilyl chloride

phenyl 2-azido-2-deoxy-1-seleno-α-D-galactopyranoside

Downstream raw materials:

phenyl 3,4-di-O-benzyl-1-seleno-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-galactopyranoside

phenyl 3,4-di-O-benzyl-6-O-(tert-butyl-dimethyl-silyl)-1-seleno-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-α-D-galactopyranoside